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7 article(s) from Yasuike, Shuji

One-pot synthesis of 2-arylated and 2-alkylated benzoxazoles and benzimidazoles based on triphenylbismuth dichloride-promoted desulfurization of thioamides

Arisu Koyanagi,
Yuki Murata,
Shiori Hayakawa,
Mio Matsumura and
Shuji Yasuike

Full Research Paper
Published 18 Oct 2022

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1. Graphical Abstract
2. Scheme 1: Utilization of Ph₃BiCl₂ for organic reactions involving desulfurization.
  
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3. Scheme 2: Synthesis of tafamidis (13).
  
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4. Scheme 3: Control experiments.
  
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5. Scheme 4: Proposed mechanism.
  
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Graphical Abstract

Beilstein J. Org. Chem. 2022, 18, 1479–1487, doi:10.3762/bjoc.18.155

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Synthesis of novel alkynyl imidazopyridinyl selenides: copper-catalyzed tandem selenation of selenium with 2-arylimidazo[1,2-a]pyridines and terminal alkynes

Mio Matsumura,
Kaho Tsukada,
Kiwa Sugimoto,
Yuki Murata and
Shuji Yasuike

Full Research Paper
Published 19 Jul 2022

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1. Graphical Abstract
2. Figure 1: Biologically active selenides having alkynyl or imidazopyridinyl groups.
  
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3. Figure 2: (a) ORTEP drawing of 4aa and (b) its stacking structure.
  
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4. Scheme 1: Control reactions.
  
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5. Figure 3: Proposed mechanism.
  
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6. Scheme 2: Transformation from 4aa.
  
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Graphical Abstract

Beilstein J. Org. Chem. 2022, 18, 863–871, doi:10.3762/bjoc.18.87

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Synthesis, structural characterization, and optical properties of benzo[f]naphtho[2,3-b]phosphoindoles

Mio Matsumura,
Takahiro Teramoto,
Masato Kawakubo,
Masatoshi Kawahata,
Yuki Murata,
Kentaro Yamaguchi,
Masanobu Uchiyama and
Shuji Yasuike

Letter
Published 05 Mar 2021

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1. Graphical Abstract
2. Figure 1: Benzonaphthophosphindoles.
  
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3. Scheme 1: Synthesis of benzo[f]naphtho[2,3-b]phosphoindoles.
  
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4. Figure 2: Crystal structure of 2: different views.
  
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5. Figure 3: a) Absorption spectra and b) normalized fluorescence spectra for selected compounds in CHCl₃.
  
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6. Figure 4: The spatial plots of the HOMO−3 to LUMO of compounds 3 and 4. The calculations were performed at th...
  
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Graphical Abstract

Beilstein J. Org. Chem. 2021, 17, 671–677, doi:10.3762/bjoc.17.56

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Synthesis and anticancer activity of bis(2-arylimidazo[1,2-a]pyridin-3-yl) selenides and diselenides: the copper-catalyzed tandem C–H selenation of 2-arylimidazo[1,2-a]pyridine with selenium

Mio Matsumura,
Tsutomu Takahashi,
Hikari Yamauchi,
Shunsuke Sakuma,
Yukako Hayashi,
Tadashi Hyodo,
Tohru Obata,
Kentaro Yamaguchi,
Yasuyuki Fujiwara and
Shuji Yasuike

Full Research Paper
Published 20 May 2020

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1. Graphical Abstract
2. Figure 1: Biologically active selenides and diselenides having heteroaryl groups.
  
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3. Figure 2: Ortep drawings of 2a (a and b) and 3a (c and d, thermal elipsoids indicate 50% probability).
  
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4. Figure 3: The synthesis of bis(2-arylimidazopyridin-3-yl) diselenides. Reaction conditions: 1 (2 mmol), Se (2...
  
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5. Figure 4: The synthesis of bis(2-arylimidazopyridin-3-yl) selenides. Reaction conditions: 1 (2 mmol), Se (1 m...
  
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6. Scheme 1: Control reactions.
  
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7. Scheme 2: Proposed mechanism (1).
  
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8. Scheme 3: Proposed mechanism (2).
  
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9. Figure 5: The cytotoxic effect of the bis(2-arylimidazo[1,2-a]pyridin-3-yl) diselenides 2 and selenides 3 on ...
  
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10. Figure 6: The cytotoxic effect of the bis[2-(4-methoxyphenyl)imidazo[1,2-a]pyridin-3-yl] diselenide 2f on can...
  
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11. Figure 7: Cytotoxic effect of the bis[2-(4-methoxyphenyl)imidazo[1,2-a]pyridin-3-yl] diselenide 2f on a cance...
  
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Beilstein J. Org. Chem. 2020, 16, 1075–1083, doi:10.3762/bjoc.16.94

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Synthesis of benzo[d]imidazo[2,1-b]benzoselenoazoles: Cs₂CO₃-mediated cyclization of 1-(2-bromoaryl)benzimidazoles with selenium

Mio Matsumura,
Yuki Kitamura,
Arisa Yamauchi,
Yoshitaka Kanazawa,
Yuki Murata,
Tadashi Hyodo,
Kentaro Yamaguchi and
Shuji Yasuike

Letter
Published 26 Aug 2019

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1. Graphical Abstract
2. Scheme 1: Previously reported synthetic methods for the preparation of imidazo[2,1-b]selenoazoles.
  
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3. Figure 1: (a) Ortep drawing of 2a (50% probability, only one of two independent molecules is shown) and (b) p...
  
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4. Figure 2: Cs₂CO₃-mediated cyclization of 1-(2-bromoaryl)imidazoles with Se. Reaction conditions: 1 (0.5 mmol)...
  
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5. Figure 3: Absorption spectra of selected compounds (2a, 10 and 11) in CHCl₃.
  
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6. Scheme 2: Control reactions.
  
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7. Scheme 3: Proposed mechanism.
  
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Graphical Abstract

Beilstein J. Org. Chem. 2019, 15, 2029–2035, doi:10.3762/bjoc.15.199

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Synthesis and photophysical properties of novel benzophospholo[3,2-b]indole derivatives

Mio Matsumura,
Mizuki Yamada,
Atsuya Muranaka,
Misae Kanai,
Naoki Kakusawa,
Daisuke Hashizume,
Masanobu Uchiyama and
Shuji Yasuike

Letter
Published 30 Oct 2017

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1. Graphical Abstract
2. Figure 1: Phosphole-based tetracyclic heteroacenes.
  
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3. Scheme 1: Synthesis of benzophospholo[3,2-b]indole 3.
  
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4. Scheme 2: Chemical modifications of the phosphorus atom of 3.
  
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5. Figure 2: ORTEP drawing of compound 3 (left) and 4 (right) with 50% probability. All hydrogen atoms are omitt...
  
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6. Figure 3: UV–vis absorption (left) and normalized fluorescence emission (right, excitation at 335 nm) spectra...
  
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7. Figure 4: The spatial plots of the HOMO and LUMO of compounds 3, 4, 7 and 9. The calculations were performed ...
  
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8. Figure 5: The spatial plots of the selected molecular orbitals of compounds 5 and 6. The calculations were pe...
  
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Beilstein J. Org. Chem. 2017, 13, 2304–2309, doi:10.3762/bjoc.13.226

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Copper-catalyzed [3 + 2] cycloaddition of (phenylethynyl)di-p-tolylstibane with organic azides

Mizuki Yamada,
Mio Matsumura,
Yuki Uchida,
Masatoshi Kawahata,
Yuki Murata,
Naoki Kakusawa,
Kentaro Yamaguchi and
Shuji Yasuike

Letter
Published 23 Jun 2016

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1. Graphical Abstract
2. Scheme 1: Copper-catalyzed [3 + 2] cycloaddition of 1 with organic azides 2. Reaction conditions: 1 (0.5 mmol...
  
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3. Figure 1: Ortep drawing of 3a with 50% probability. All hydrogen atoms are omitted for clarity. Two independe...
  
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4. Scheme 2: Possible mechanism.
  
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5. Scheme 3: Reaction of 3a with HCl, I₂ and NOBF₄.
  
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Graphical Abstract

Beilstein J. Org. Chem. 2016, 12, 1309–1313, doi:10.3762/bjoc.12.123

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